860652P
Avanti
C8 Ceramide-1-Phosphate (d17:1/8:0)
Avanti Research™ - A Croda Brand 860652P, powder
Synonym(s):
N-octanoyl-ceramide-1-phosphate (C17 base) (ammonium salt)
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About This Item
Empirical Formula (Hill Notation):
C25H53N2O6P
CAS Number:
Molecular Weight:
508.67
UNSPSC Code:
12352211
NACRES:
NA.25
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form
powder
packaging
pkg of 1 × 1 mg (860652P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860652P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
CCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@@]([H])(NC(CCCCCCC)=O)COP([O-])(O)=O.[NH4+]
General description
C8 Ceramide-1-Phosphate (d17:1/8:0) is a novel bioactive sphingolipid. It is formed by the phosphorylation of C8-ceramide or N-octanoyl-D-erythro-sphingosine (C17 base) catalyzed by ceramide kinase (CERK). C1P is a sphingolipid analog of phosphatidate.
Biochem/physiol Actions
Ceramide 1-phosphate (C1P) acts as a mitogenic agent. It exhibits antiapoptotic and prosurvival properties. C1P stimulates inflammatory response and facilitates phagocytosis. It also has an ability to negatively regulate tumor necrosis factor-α (TNFα) production induced by lipopolysaccharide. C1P is reputed to be a second lipid messenger of agonist-stimulated sphingomyelin metabolism.
Packaging
5 mL Amber Glass Screw Cap Vial (860652P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Certificates of Analysis (COA)
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Tack-Joong Kim et al.
Experimental cell research, 317(14), 2041-2051 (2011-06-01)
Ceramide 1-phosphate (C1P) is a novel bioactive sphingolipid formed by ceramide kinase (CERK)-catalyzed phosphorylation of ceramide. It has been implicated in the regulation of such vital pathophysiological functions as phagocytosis and inflammation, but there have been no reports ascribing a
Szczepan Józefowski et al.
Journal of immunology (Baltimore, Md. : 1950), 185(11), 6960-6973 (2010-11-03)
LPS is a constituent of cell walls of Gram-negative bacteria that, acting through the CD14/TLR4 receptor complex, causes strong proinflammatory activation of macrophages. In murine peritoneal macrophages and J774 cells, LPS at 1-2 ng/ml induced maximal TNF-α and MIP-2 release
Lide Arana et al.
Lipids in health and disease, 9, 15-15 (2010-02-09)
Sphingolipids are essential components of cell membranes, and many of them regulate vital cell functions. In particular, ceramide plays crucial roles in cell signaling processes. Two major actions of ceramides are the promotion of cell cycle arrest and the induction
Antonio Gómez-Muñoz et al.
Journal of lipid research, 45(1), 99-105 (2003-10-03)
It was reported previously that ceramide-1-phosphate (Cer-1-P) is mitogenic for fibroblasts (Gómez-Muñoz, A., P. A. Duffy, A. Martin, L. O'Brien, H-S. Byun, R. Bittman, and D. N. Brindley. 1995. Mol. Pharmacol. 47: 883-889; Gómez-Muñoz, A., L. M. Frago, L. Alvarez
A Gomez-Muñoz et al.
Molecular pharmacology, 47(5), 833-839 (1995-05-01)
Ceramide and ceramide-1-phosphate are sphingolipid analogues of diacylglycerol and phosphatidate, respectively, and they are putative second messengers of agonist-stimulated sphingomyelin metabolism. The interactions of exogenous cell-permeable ceramides and ceramide-1-phosphates in modifying DNA synthesis and signal transduction were investigated in Rat-1
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